Category: 18437-58-6

Felts, Andrew S. published the artcileDiscovery of VU0409106: A negative allosteric modulator of mGlu₅ with activity in a mouse model of anxiety, Recommanded Product: 4-Amino-2-picoline, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(21), 5779-5785, database is CAplus and MEDLINE.

Development of SAR in an aryl ether series of mGlu₅ NAMs leading to the identification of tool compound VU0409106 is described in this Letter. VU0409106 is a potent and selective neg. allosteric modulator of mGlu₅ that binds at the known allosteric binding site and demonstrates good CNS exposure following i.p. dosing in mice. VU0409106 also proved efficacious in a mouse marble burying model of anxiety, an assay known to be sensitive to mGlu₅ antagonists as well as clin. efficacious anxiolytics.

Bioorganic & Medicinal Chemistry Letters published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Recommanded Product: 4-Amino-2-picoline.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Sundar, Ch. Syama published the artcileThe synthesis and bioactivity of dimethyl (2,3-dihydrobenzo[b][1,4]dioxin-6-yl)(arylamino)methylphosphonates, Synthetic Route of 18437-58-6, the publication is Phosphorus, Sulfur and Silicon and the Related Elements (2014), 189(4), 551-557, database is CAplus.

A new series of α-amino phosphonates I (R = aryl) were synthesized by a one-pot, three-component reaction of 2,3-dihydrobenzo[b][1,4]dioxine-6-carboxaldehyde, primary aromatic amines, and HP(O)(OMe)₂ by using nano-TiO₂ as a catalyst under solvent-free conditions at 50°. Major advantages of the method are high yields, short reaction times, recyclable catalyst, and solvent-free reaction conditions. Among these novel α-amino phosphonates, I (R = 3-O₂NC₆H₄, 4-FC₆H₃-3-NO₂) showed higher antioxidant activity in DPPH scavenging, reducing power assay, and lipid peroxidation

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C9H17NO, Synthetic Route of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Zhang, Guobao published the artcileDiscovery of pyrimidine benzimidazoles as Src-family selective Lck inhibitors. Part II, Quality Control of 18437-58-6, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(23), 6691-6695, database is CAplus and MEDLINE.

A series of 4-amino-6-benzimidazole-pyrimidines was designed to target lymphocyte-specific tyrosine kinase (Lck), a member of the Src-family kinases (SFKs). These type II inhibitors were optimized using a cellular Lck-dependent proliferation assay and are capable of inhibiting Lck at single-digit nanomolar concentrations This scaffold is likely to serve a valuable template for developing potent inhibitors of a number of SFKs.

Bioorganic & Medicinal Chemistry Letters published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C10H9ClN2O, Quality Control of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Hegde, V. B. published the artcileA general and versatile synthesis of 2-alkyl-4-aminopyridines, Category: pyridine-derivatives, the publication is Tetrahedron Letters (2001), 42(10), 1847-1849, database is CAplus.

A versatile 2-step synthesis of 2-alkyl-4-pyridinamines from com. available cis-1-methoxy-1-buten-3-yne is described. Acylation of the alkyne followed by amination and cyclization in NH₃ produced the desired substituted pyridines in high yield.

Tetrahedron Letters published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Category: pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wang, Chunting published the artcileDiscovery of (1H-Pyrazolo[3,4-c]pyridin-5-yl)sulfonamide Analogues as Hepatitis B Virus Capsid Assembly Modulators by Conformation Constraint, HPLC of Formula: 18437-58-6, the publication is Journal of Medicinal Chemistry (2020), 63(11), 6066-6089, database is CAplus and MEDLINE.

Hepatitis B virus (HBV) capsid assembly modulators (CAMs) have been suggested to be effective anti-HBV agents in both preclin. and clin. studies. In addition to blocking HBV replication, CAMs could reduce the formation of covalently closed circular DNA (cccDNA), which accounts for the persistence of HBV infection. Here, we describe the discovery of (1H-indazole-5-yl)sulfonamides and (1H-pyrazolo[3,4-c]pyridin-5-yl)sulfonamides as new CAM chemotypes by constraining the conformation of the sulfamoylbenzamide derivatives Lead optimization resulted in compound 56 with an EC₅₀ value of 0.034μM and good metabolic stability in mouse liver microsomes. To increase the solubility, the amino acid prodrug (65) and its citric acid salt (67) were prepared Compound 67 dose dependently inhibited HBV replication in a hydrodynamic injection-based mouse model of HBV infection, while 56 did not show in vivo anti-HBV activity, likely owing to its suboptimal solubility This class of compounds may serve as a starting point to develop novel anti-HBV drugs.

Journal of Medicinal Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C11H16BNO3, HPLC of Formula: 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Louw, Stefan published the artcileSerial coupling of reversed-phase and hydrophilic interaction liquid chromatography to broaden the elution window for the analysis of pharmaceutical compounds, Application In Synthesis of 18437-58-6, the publication is Journal of Chromatography A (2008), 1208(1-2), 90-94, database is CAplus and MEDLINE.

It is presently a common practice in drug discovery to analyze samples by reversed-phase liquid chromatog. (RPLC) and hydrophilic interaction chromatog. (HILIC). To increase throughput, HILIC was connected in series to RPLC by a T-piece with make-up flow. The first column is a 2 mm I.D. column having an optimal flow between 0.1 and 0.2 mL/min. Via the T-piece, the flow for the second dimension column with an I.D. of 4.6 mm is adjusted to 1.5-2.0 mL/min with a high acetonitrile content (i.e. �0%) mobile phase. Therefore, even in gradient RPLC anal. starting with a mobile phase with high water content, the HILIC column is always operated at high acetonitrile concentration which is required to obtain retention on the HILIC column. The performance of the hyphenated RPLC/HILIC set-up is illustrated with the anal. of 2 model samples of pharmaceutical interest. Optimization of the conditions in the HILIC dimension is discussed.

Journal of Chromatography A published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Application In Synthesis of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Khajondetchairit, Patcharaporn published the artcileDesign, synthesis, and evaluation of the anticancer activity of 2-amino-aryl-7-aryl-benzoxazole compounds, Product Details of C6H8N2, the publication is Chemical Biology & Drug Design (2017), 90(5), 987-994, database is CAplus and MEDLINE.

A series of 2-amino-aryl-7-aryl-benzoxazole derivatives have been designed, synthesized, and evaluated as anticancer agents. Fourteen of the compounds exhibited cytotoxic effects toward human A549 lung cancer cells. We found 12l was the most potent with an EC₅₀ of 0.4 μm, equivalent to the anticancer drug doxorubicin, but had low selectivity following cross screening in monkey kidney Vero cells. Eight of the most potent or most selective compounds were further profiled in addnl. cell lines (MCF7, NCI-H187, and KB) to better understand their cytotoxic activity. Only compound 12l had a measurable EC₅₀ in a single cell line (3.3 μm in the KB cell line). Taken together, this data suggest the series as a whole display specific cytotoxicity toward A549 cells. Cheminformatics searches pointed to JAK2 as a possible target. A subset of compounds assayed at this target showed IC₅₀s ranging from 10 to 0.08 μm; however, no clear correlation between JAK2 potency and A549 cytotoxicity was observed

Chemical Biology & Drug Design published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Product Details of C6H8N2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Talik, Tadeusz published the artcileOn the reactions with nitrous acid of certain derivatives of 4-aminopyridine, substituted in position 2 or 2 and 6. III, Computed Properties of 18437-58-6, the publication is Roczniki Chemii (1959), 387-96, database is CAplus.

cf. C.A. 52, 5407b. It was established that 2-methyl-, 2,6-dimethyl-, and 2,6-dichloro-4-aminopyridine can be diazotized like aromatic compounds, in spite of the fact that the NH₂ group is bound in the position 4. The following products of reactions of the diazonium salts were prepared: 4-iodo-(m. 43°, yield 29.6%); 4-chloro-, (25.5%; picrate m. 203°); 4-bromo-, (37.7%, b. 180-1°; picrate m. 184°), and 4-cyano-2-methylpyridine (8.2%, b. 201° m. 45°; picrate m. 161°). 2-Methyl-4-pyridinocarboxylic acid (64.6%, m. 292°), 4-iodo-(19.6%, m. 99°; picrate m. 192°), 4-chloro-(21.5%; picrate m. 167°), 4-bromo-(42.6%, b. 194°; picrate m. 178°), 4-thiocyano-(17.85%, m. 63°; picrate m. 182°), and 4-cyano-2,6-dimethylpyridine (13.9%, m. 81°; picrate m. 174°). 2,6-Dimethyl-4-pyridinocarboxylic acid (m. 281°), 4-hydroxy-(65.4%, m. 196°), 4-iodo-(39.56%, m. 160°), 4-bromo-(35.84%, m. 95°), 4-cyano-2,6-dichloropyridine (m. 95°), and 2,4,6-trichloropyridine (30.1%, m. 32°). The substitution of diazonium by the CNS group was possible only in the case of diazonium salt of 2,6-dimethyl-4-aminopyridine.

Roczniki Chemii published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C17H20ClN3, Computed Properties of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Zheng, Xiaowan published the artcileStructural Requirements of the ASBT by 3D-QSAR Analysis Using Aminopyridine Conjugates of Chenodeoxycholic Acid, Synthetic Route of 18437-58-6, the publication is Bioconjugate Chemistry (2010), 21(11), 2038-2048, database is CAplus and MEDLINE.

The human apical sodium-dependent bile acid transporter (ASBT) is a validated drug target and can be employed to increase oral bioavailability of various drug conjugates. The aim of the present study was to investigate the chem. space around the 24-position of bile acids that influences both inhibition and uptake by the transporter. A series of 27 aminopyridine and aminophenol conjugates of glutamyl-chenodeoxycholate were synthesized and their ASBT inhibition and transport kinetics (parametrized as K_i, K_t, and J_max) measured using stably transfected ASBT-MDCK cells. All conjugates were potent ASBT inhibitors. Monoanionic conjugates exhibited higher inhibition potency than neutral conjugates. However, neutral conjugates and chloro-substituted monoanionic conjugates were not substrates, or at least not apparent substrates. Kinetic anal. of substrates indicated that similar values for K_i and K_t implicate substrate binding to ASBT as the rate-limiting step. Using 3D-QSAR, four inhibition models and one transport efficiency model were developed. Steric fields dominated in CoMFA models, whereas hydrophobic fields dominated CoMSIA models. The inhibition models showed that a hydrophobic or bulky substitute on the 2 or 6 position of a 3-aminopyridine ring enhanced activity, while a hydrophobic group on the 5 position was detrimental. Overall, steric and hydrophobic features around the 24 position of the sterol nucleus strongly influenced bile acid conjugate interaction with ASBT. The relative location of the pyridine nitrogen and substituent groups also modulated binding.

Bioconjugate Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C15H14O3, Synthetic Route of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wu, Zhibing published the artcileSynthesis, Biological Evaluation, and 3D-QSAR Studies of N-(Substituted pyridine-4-yl)-1-(substituted phenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxamide Derivatives as Potential Succinate Dehydrogenase Inhibitors, SDS of cas: 18437-58-6, the publication is Journal of Agricultural and Food Chemistry (2021), 69(4), 1214-1223, database is CAplus and MEDLINE.

To develop more potential succinate dehydrogenase (SDH) inhibitors, we designed and synthesized a novel series of N-(substituted pyridine-4-yl)-1-(substituted phenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxamide derivatives, I [R¹ = H, CH₃, F, Cl; R² = 2-pyridinyl, 4-pyridinyl, 2-CH₃-4-pyridinyl, etc.]. The bioassay results demonstrated that some title compounds exhibited excellent antifungal activity against four tested phytopathogenic fungi (Gibberella zea, Fusarium oxysporum, Cytospora mandshurica, and Phytophthora infestans). The EC₅₀ values were 1.8μg/mL for I [R¹ = Cl; R² = 4-pyridinyl] against G. zeae, 1.5 and 3.6μg/mL for I [R¹ = Cl; R² = 2-CH₃-4-pyridinyl] against F. oxysporum and C. mandshurica, resp., and 6.8μg/mL for I [R¹ = F; R² = 2-CH₃-4-pyridinyl] against P. infestans. The SDH enzymic activity testing revealed that the IC₅₀ values of I [R¹ = H; R² = 4-pyridinyl], I [R¹ = CH₃; R² = 4-pyridinyl], I [R¹ = F; R² = 2-CH₃-4-pyridinyl], and penthiopyrad were 12.5, 135.3, 6.9, and 223.9μg/mL, resp. The mol. docking results of this series of title compounds with SDH model demonstrated that the compounds could completely locate inside of the pocket, the body fragment formed H bonds, and the Ph ring showed a π-π interaction with Arg59, suggesting that these novel 5-trifluoromethyl-pyrazole-4-carboxamide derivatives might target SDH. These results provided a benchmark for understanding the antifungal activity against the phytopathogenic fungus P. infestans and prompt us to discover more potent SDH inhibitors.

Journal of Agricultural and Food Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C5H5F3O2, SDS of cas: 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem